Patent GB-335169-A (GB)
Title: Process for the manufacture of chromium compounds of azo dyestuffs forming metallic compounds
IPC: C09B45/01
Filed: 1929-05-16
Abstract: 335,169. Carpmael, A., (I. G. Farbenindustrie Akt.-Ges.). May 16, 1929. Azo dyes, soluble chromium compounds of.- Chromium compounds of chromable azo dyes containing groups, such as sulphonic, carboxylic, or sulphamide groups, which induce ready solubility, are obtained by treating the dyestuffs with agents yielding chromium in presence of an organic base. The production of hitherto unknown chromium compounds and of chromium compounds hitherto obtainable only in acid or only in alkaline solution is rendered possible by the process. Specified bases are dimethylamine, aniline, hexahydromethylaniline, and pyridine. The manufacture of the azo dyestuff and the chroming may be effected in a single operation. The following examples are specified : (1) The dyestuff 4-sulpho-2-aminobenzoic acid # 3- methyl-5-pyrazolone is heated under pressure for 6 hrs to 120‹ C. with chromium chloride and pyridine in aqueous solution; the product dyes wool yellow. (2) The dyestuff 4-chloro-2-aminophenol-6-sulphonic acid # 1-phenyl-3-methyl-5- pyrazolone is heated under pressure for 10 hrs. to 125‹ C. with chromium chloride and pyridine in aqueous solution; the product gives on wool from an acid bath level red dyeings fast to fulling and light. (3) The dyestuff 4-chloro-2-aminophenol-6- sulphonic acid # 2 : 4-dioxyquinoline is converted into its chromium compound as in (2) : the product gives on wool level bordeaux red shades fast to fulling and light. (4) The dyestuff 5- nitro-2-aminophenol # 2 : 5-naphthylamine sulphonic acid is boiled under reflux with chromium chloride solution and pyridine until the red colour changes to clear green; the product gives on wool from an acid bath green shades fast to fulling and light. (5) The dyestuff 1: 2- aminonaphthol-4-sulphonic acid # 1 : 8- naphtholsulphonic acid is boiled under reflux with chromium chloride solution and pyridine until no further change of colour occurs; the product gives on wool from an acid bath blue shades fast to fulling and light. (6) The dyestuff 1 :2-aminonapthol-4-sulphonic acid # 1-phenyl-3-methyl- 5-pyrazolone is heated under pressure to 125- 130‹ C. with chromium fluoride and dimethylamine in aqueous solution until the yellowish red colour changes to bluish red; the product gives on wool and silk bordeaux red shades fast to fulling and light. (7) The dyestuff 1 : 2-aminonaphthol- 4-sulphonic acid # 1-(4<1>-sulpho) phenyl-3- methyl-5-pyrazolone is heated under pressure to 130‹ C. with chromium fluoride and hexahydromethylaniline in aqueous solution until no further change of colour occurs; the product gives on wool bordeaux red shades fast to carbonization, fulling, and light. (8) The dyestuff 2-aminobenzoic acid # 2 : 6-naphtholsulphonic acid is converted into its chromium compound as in (1); the product dyes wool brownish-red. (9) The dyestuff 2-aminobenzoic acid # 2 : 4-dioxyquinoline is heated under pressure to 125‹ C. with chromium chloride and pyridine in aqueous solution until the yellow colour changes to orange; the product dyes wool a fast yellowish-orange. (10) The dyestuff 2-aminobenzoic acid # 1- phenyl-5-pyrazolone-3-carboxylic acid is heated under pressure to 125-130‹ C. with chromium chloride and pyridine in aqueous solution until a test dyeing on wool is unchanged in shade on after-chroming; the product gives on wool and silk reddish-yellow shades fast to carbonization, fulling, and light. (11) The dyestuff 2-aminobenzoic acid # 1-(2<1>-chloro-5<1>-sulpho) phenyl- 3-methyl-5-pyrazolone is converted into its chromium compound as in (10); the product gives on wool yellow shades fast to carbonization, fulling and light. (12) The dyestuff 5-sulpho-2- aminobenzoic acid @ 1-phenyl-3-methyl-5-pyrazolone is converted into its chromium compound as in (10) to obtain a product similar to that in (11). (13) The dyestuff 4-chloraniline-3-sulphonic acid # salicylic acid is subjected to prolonged boiling under reflux with a chromium salt in pyridine; the product gives on wool yellow shades fast to fulling. Specification 272,908 is referred to. The Provisional Specification includes the following further examples : (1) The dyestuff 4-chloro-2-aminophenol # 2- naphthol is boiled under reflux with a chromium chloride solution in pyridine until the red colour changes to violet. (2) The dyestuff 2-aminobenzoic acid # 1-(4<1>-sulpho) phenyl-3- methyl-5 pyrazolone is heated under pressure to 125-130‹ C. with chromium chloride and pyridine in aqueous solution; the product dyes wool yellow shades fast to carbonization, fulling, and light.